MiMeDB: Showing metabocard for dehypoxanthine futalosine (MMDBc0054447)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:12:49 UTC

Update Date

2022-08-12 20:09:00 UTC

Metabolite ID

MMDBc0054447

Metabolite Identification

Common Name

dehypoxanthine futalosine

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006051504082D          
 
 21 22  0  0  1  0            999 V2000
   19.0590  -13.6086    0.0000 C   0  0  3  0  0  0  0  0  0  0  0  0
   18.4062  -13.1402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8120  -14.3757    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.7610  -13.6086    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.0044  -14.3757    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.2840  -15.0247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5323  -15.0209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0466  -13.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3320  -13.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6176  -13.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9032  -13.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1816  -13.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4671  -13.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4670  -14.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1885  -14.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9031  -14.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7331  -13.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0186  -13.6126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7331  -12.3751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6176  -12.3711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7752  -13.1951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  6  0  0  0
  5  7  1  6  0  0  0
  4  5  1  0  0  0  0
  4  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 10 20  2  0  0  0  0
  1 21  1  4  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054447

> <DATABASE_NAME>
MIME

> <SMILES>
OC1O[C@H](CCC(=O)C2=CC(=CC=C2)C(O)=O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C14H16O7/c15-9(7-2-1-3-8(6-7)13(18)19)4-5-10-11(16)12(17)14(20)21-10/h1-3,6,10-12,14,16-17,20H,4-5H2,(H,18,19)/t10-,11-,12-,14?/m1/s1

> <INCHI_KEY>
XWPBBHHZDYSYMS-ZXRVKKJVSA-N

> <FORMULA>
C14H16O7

> <MOLECULAR_WEIGHT>
296.275

> <EXACT_MASS>
296.089602855

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.053886741258328

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{3-[(2R,3S,4R)-3,4,5-trihydroxyoxolan-2-yl]propanoyl}benzoic acid

> <ALOGPS_LOGP>
-0.51

> <JCHEM_LOGP>
-0.19662305733333357

> <ALOGPS_LOGS>
-1.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.309922437643367

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.913327471092659

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6471301036008903

> <JCHEM_POLAR_SURFACE_AREA>
124.29

> <JCHEM_REFRACTIVITY>
70.2809

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.66e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dehypoxanthine futalosine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-JUN-15         0                                  
HETATM    1  C   UNK     0      35.577 -25.403   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      34.358 -24.528   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      35.116 -26.835   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      33.154 -25.403   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      33.608 -26.835   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      35.997 -28.046   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      32.727 -28.039   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      31.820 -24.633   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      30.486 -25.403   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.153 -24.633   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      27.819 -25.403   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.472 -24.625   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.139 -25.395   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.138 -26.935   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.485 -27.713   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.819 -26.943   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.768 -24.640   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      22.435 -25.410   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      23.768 -23.100   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      29.153 -23.093   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      36.914 -24.631   0.000  0.00  0.00           O+0
CONECT    1    2    3   21                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2    5    8                                                  
CONECT    5    3    7    4                                                  
CONECT    6    3                                                            
CONECT    7    5                                                            
CONECT    8    4    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   20                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   13   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   10                                                            
CONECT   21    1                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

Synonyms

Value	Source
De(hypoxanthine)futalosine	ChEBI
De-hypoxanthine futalosine	ChEBI

Molecular Formula

C₁₄H₁₆O₇

Average Mass

296.275

Monoisotopic Mass

296.089602855

IUPAC Name

3-{3-[(2R,3S,4R)-3,4,5-trihydroxyoxolan-2-yl]propanoyl}benzoic acid

Traditional Name

dehypoxanthine futalosine

CAS Registry Number

Not Available

SMILES

OC1O[C@H](CCC(=O)C2=CC(=CC=C2)C(O)=O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C14H16O7/c15-9(7-2-1-3-8(6-7)13(18)19)4-5-10-11(16)12(17)14(20)21-10/h1-3,6,10-12,14,16-17,20H,4-5H2,(H,18,19)/t10-,11-,12-,14?/m1/s1

InChI Key

XWPBBHHZDYSYMS-ZXRVKKJVSA-N

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organooxygen compounds

Class

Carbonyl compounds

Sub Class

Ketones

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Pentose monosaccharide
Benzoic acid
Benzoic acid or derivatives
Acetophenone
Aryl alkyl ketone
Benzoyl
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Oxolane
Secondary alcohol
Hemiacetal
1,2-diol
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Organic oxide
Hydrocarbon derivative
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

benzoic acids (CHEBI:51312 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	6.66 g/L	ALOGPS
logP	-0.51	ALOGPS
logP	-0.2	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	3.91	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	70.28 m³·mol⁻¹	ChemAxon
Polarizability	29.05 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Bacteria	Actinobacteria	2
Bacteria	Deinococcus-thermus	1
Bacteria	Proteobacteria	3	Human ; Human feces
Bacteria	Firmicutes	1	Human feces

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

21865861

KEGG Compound ID

C17010

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25137931

PDB ID

Not Available

ChEBI ID

51312

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for dehypoxanthine futalosine (MMDBc0054447)

MOL for #<Metabolite:0x00007fdb50b20d58>

3D MOL for #<Metabolite:0x00007fdb50b20d58>

3D SDF for #<Metabolite:0x00007fdb50b20d58>

3D-SDF for #<Metabolite:0x00007fdb50b20d58>

PDB for #<Metabolite:0x00007fdb50b20d58>

3D PDB for #<Metabolite:0x00007fdb50b20d58>

SMILES for #<Metabolite:0x00007fdb50b20d58>

INCHI for #<Metabolite:0x00007fdb50b20d58>

Structure for #<Metabolite:0x00007fdb50b20d58>

3D Structure for #<Metabolite:0x00007fdb50b20d58>